$23,500,000
 $126,153 est/mo Sourced by Back At You

16 Avacado Street,ISLAMORADA, FL 33036

ISLAMORADA, FL 33036

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Description

Rarely do the lines intersect between architectural excellence, positioning, thoughtfulness, and elite water access, until now. Set on a private street in downtown Islamorada, this gated bayfront property includes a main house, guest house, sunset views, and 170 feet of dockage. Built above flood, the main house offers 6 bedrooms, 6 bathrooms, 2 half baths, and an office. A pivot front door opens to living spaces overlooking the bay. The formal dining room includes a wet bar and wine cellar, while the kitchen's double islands provide room for preparing meals and gathering. A water vapor fireplace anchors the living room, and ceilings open to the second floor above both the living room and kitchen. A floating staircase and elevator connect the two levels. Two primary suites, one on each floor, offer a choice of setting. Both feature freestanding soaking tubs and bay-facing windows that turn opaque at the touch of a button. A powder room serves the main living area, and a cabana bath is located by the pool. Outside, the infinity pool's swim-up bar and submerged seating meet the outdoor kitchen counter. The gazebo is equipped with roll-down hurricane shades. Along the waterfront, a 70-foot concrete jetty shelters the basin around the beach. An additional 100-foot wood dock provides two boatlifts (30,000 lb & 10,000 lb) and space for visiting boats. Across the front courtyard, the guest house offers independent living space, including 3 bedrooms and 2 bathrooms upstairs. Three air-conditioned garage bays occupy the ground floor. Tropical landscaping chosen for the Keys climate keeps upkeep manageable. A 100 kW standby propane generator serves the entire property, and an organic mosquito misting system helps make the grounds more comfortable. Years of planning and construction come together in a property designed for life on the bay, from everyday living to time spent on the water.

Details

MLS #621766
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusActive
Year2023
Days On Site15
Listing Provided ByPalm House Real Estate | AJ Vetter

Features

Bed(s)9
Bath(s) 11 Total
SQ Feet7,372
PoolYes
ZoningR1 - Residential Single Family
Acreage0.59
Water FrontYes
Property ViewBay

Taxes

Property44526

Area Information

StateFL
CountyMonroe
CityISLAMORADA
Zip Code33036
Area23 Upper Matecumbe
Community NameStrattons (82.5)
Listing VS Median (in Strattons (82.5))
Price:
$23,500,000
low | high
Med:
$1,250,000
100% of Average
sqft:
7,372
low | high
Med:
1,525
100% of Average
$ / sqft:
$3,188
low | high
Med:
$820
100% of Average
On site:
15
low | high
Med:
4
100% of Average
Sourced by Back At You

Market Activity 33036

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Learn More About This Property

StateFL
CountyMonroe
CityISLAMORADA
Zip Code33036
Area23 Upper Matecumbe
Community NameStrattons (82.5)
Listing VS Median (in Strattons (82.5))
Price:
$23,500,000
low | high
Med:
$1,250,000
100% of Average
sqft:
7,372
low | high
Med:
1,525
100% of Average
$ / sqft:
$3,188
low | high
Med:
$820
100% of Average
On site:
15
low | high
Med:
4
100% of Average
Sourced by Back At You
Listing Updated: October 23, 2026 at 12:58:24 PM PDT